Mr Little's career path at Cardrona has included working his way through the ranks of the rentals and ski school divisions.
This season is his fifth as lift supervisor and his third in health and safety.
On a usual day, Mr Little rises early to leave for the skifield at 7.30am.
Once on the mountain, he shuttles staff to their lift postings on snowmobiles before completing a circuit of all the chairlifts to check they are operating correctly.
A "little bit of paperwork" comes next, before Mr Little hits the slopes on his skis before lunch and spends the rest of the day checking lift stations - including monitoring whether chairlifts can safely operate in windy conditions.
He then oversees the shutdown procedure for the day and is off the hill by 5.30pm.
As the health and safety representative, Mr Little is responsible for the pre-season setting up of all the systems.
During the season, he chairs a fortnightly health and safety meeting, oversees the alpine office to "make sure everything's done properly", and follows up any incidents.
His skifield role is now virtually full-time, chairlift testing and maintenance being required during summer.
However, in quiet times, he returns to his pre-Cardrona job as a fishing guide, working throughout the lower South Island.
For someone who happily admits to having "a lifestyle addiction", Mr Little could not be happier with his employment situation.
"It's a dream job ... It never gets stale," Mr Little said.
"Every winter I've got a whole new crew of people coming on to the hill so it's not like a 12-month job that's exactly the same. It changes quite dramatically."
While "99.9% of the time it's pretty sweet", the one negative aspect of his work was dealing with seasonal staff who were "here for a good time" and failed to show up after a late night.
"But I'm pretty good at making them balance that by the end of the season ...
"They all know that if they do their job they're going to get more riding time."